Organic light-emitting device

ABSTRACT

Provided is an organic light-emitting device including a first electrode; a second electrode disposed opposite to the first electrode; an emission layer disposed between the first electrode and the second electrode, the emission layer including at least one specific light-emitting material; and a hole-transporting region disposed between the first electrode and the emission layer, the hole-transporting region including at least one specific hole-transporting material.

CROSS-REFERENCE TO RELATED APPLICATION

Korean Patent Application No. 10-2013-0068641, filed on Jun. 14, 2013,in the Korean Intellectual Property Office, and entitled: “OrganicLight-Emitting Device,” is incorporated by reference herein in itsentirety.

BACKGROUND

1. Field

Provided is an organic light-emitting device.

2. Description of the Related Art

Organic light-emitting devices (OLEDs) are self-emitting devices thatmay have wide viewing angles, excellent contrast, quick response times,and excellent brightness, driving voltage, and response speedcharacteristics, and can provide multicolored images.

SUMMARY

Embodiments are directed to an organic light-emitting device including afirst electrode; a second electrode disposed opposite to the firstelectrode; an emission layer disposed between the first electrode andthe second electrode; and a hole-transporting region disposed betweenthe first electrode and the emission layer. The emission layer includesat least one light-emitting material represented by any one of Formulae1A to 1E:

wherein, in Formulae 1A to 1E,

ring A and ring B are each independently selected from

-   -   i) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring; and    -   ii) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring each        substituted with at least one selected from deuterium, a halogen        atom, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀        heteroaryl group, and —N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are each        independently a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a        C₂-C₆₀ heteroaryl group);

C₁ to C₄ each independently represent carbon atoms forming the ring A orthe ring B;

X₁ is CR₁ or N; X₂ is CR₂ or N;

R₁ and R₂ are each independently selected from hydrogen, deuterium, ahalogen atom, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀heteroaryl group, and —N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are eachindependently a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a C₂-C₆₀heteroaryl group), wherein R₁ and R₂ may connect to each other toselectively form a C₆-C₂₀ saturated ring or a C₆-C₂₀ unsaturated ring;

Y₁ is N-(L₁)_(n1)-Ar₁₁;

Y₂ is N-(L₂)_(n2)-Ar₁₂, O, S, C(R₃₁)(R₃₂), or Si(R₃₃)(R₃₄);

L₁ and L₂ are each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₃-C₁₀ cycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylenegroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkenylenegroup, and a substituted or unsubstituted C₂-C₆₀ heteroarylene group;

n1 and n2 are each independently an integer of 0 to 3;

Ar₁₁ and Ar₁₂ are each independently selected from

-   -   i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a        C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a        C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; and    -   ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group;

R₃₁ to R₃₄ are each independently selected from

-   -   i) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group;    -   ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group each substituted with        at least one selected from deuterium, a halogen atom, a hydroxyl        group, a cyano group, a nitro group, an amino group, an amidino        group, hydrazine, hydrazone, a carboxyl acid group or a salt        thereof, a sulfonic acid group or a salt thereof, a phosphoric        acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a        C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a        C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀        aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl        group;    -   iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; and    -   iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

The hole-transporting region includes at least one hole-transportingmaterial represented by any one of Formulae 2(1) and 2(2):

wherein, in Formula 2(1) or Formula 2(2),

X₁₁ is CR₁₁ or N; X₁₂ is CR₁₂ or N; X₁₃ is CR₁₃ or N; X₁₄ is CR₁₄ or N;X₁₅ is CR₁₅ or N; X₁₆ is CR₁₆ or N; X₁₇ is CR₁₇ or N; X₁₈ is CR₁₈ or N;X₁₉ is CR₁₉ or N; X₂₀ is CR₂₀ or N; X₂₁ is CR₂₁ or N; X₂₂ is CR₂₂ or N;X₂₃ is CR₂₃ or N; X₂₄ is CR₂₄ or N;

Z₃, Z₄, and R₁₁ to R₂₄ are each independently selected from

-   -   i) hydrogen, deuterium, a halogen atom, a hydroxyl group, a        cyano group, a nitro group, an amino group, an amidino group,        hydrazine, hydrazone, a carboxyl acid group or a salt thereof, a        sulfonic acid group or a salt thereof, a phosphoric acid group        or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,        a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;    -   ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group each substituted with        at least one selected from deuterium, a halogen atom, a hydroxyl        group, a cyano group, a nitro group, an amino group, an amidino        group, hydrazine, hydrazone, a carboxyl acid group or a salt        thereof, a sulfonic acid group or a salt thereof, a phosphoric        acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a        C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a        C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀        aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl        group;    -   iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group;    -   iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group;        and    -   v) —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇) (wherein,        Q₁₁ to Q₁₇ are each independently a C₁-C₆₀ alkyl group, a C₁-C₆₀        alkoxy group, a C₆-C₆₀ aryl group, or a C₂-C₆₀ heteroaryl        group);

Ar₁₃ and Ar₁₄ are each independently selected from

-   -   i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a        C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a        C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; and    -   ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group;

Z₁ and Z₂ are each independently selected from

-   -   i) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group;    -   ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group and a C₁-C₆₀ alkoxy group each substituted with at        least one selected from deuterium, a halogen atom, a hydroxyl        group, a cyano group, a nitro group, an amino group, an amidino        group, hydrazine, hydrazone, a carboxyl acid group or a salt        thereof, a sulfonic acid group or a salt thereof, a phosphoric        acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a        C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a        C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀        aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl        group;    -   iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; and    -   iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group;        and

p and q are each independently an integer of 1 to 4.

In an embodiment, the ring A and the ring B may each independently beselected from

-   -   i) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring; and    -   ii) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring each        substituted with at least one selected from deuterium, a halogen        atom, a C₁-C₁₀ alkyl group, a C₆-C₂₀ aryl group, a C₂-C₂₀        heteroaryl group, and —N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are each        independently a C₆-C₁₀ aryl group).

In an embodiment, the ring A and the ring B may each independently beselected from

-   -   i) benzene, naphthalene, anthracene, pyridine, pyrimidine,        pyrazine, quinoline, and isoquinoline; and    -   ii) benzene, naphthalene, anthracene, pyridine, pyrimidine,        pyrazine, quinoline, and isoquinoline each substituted with at        least one selected from deuterium, a methyl group, an ethyl        group, a t-butyl group, an octyl group, a phenyl group, a        naphthyl group, a pyridyl group, a pyrimidyl group, and —N(Ph)₂.

In an embodiment, at least one of n1 and n2 may each nonzero, and L₁ andL₂ may each independently be selected from

-   -   i) a phenylene group, a pyridylene group, a pyrimidylene group,        a triazinylene group, and a quinazolinylene group;    -   ii) a phenylene group, a pyridylene group, a pyrimidylene group,        a triazinylene group, and a quinazolinylene group each        substituted with at least one selected from a phenyl group, a        naphthyl group, and a pyridyl group;    -   iii) a phenylene group, a pyridylene group, a pyrimidylene        group, a triazinylene group, and a quinazolinylene group each        substituted with at least one selected from deuterium, a methyl        group, an ethyl group, an n-octyl group, a methoxy group, an        ethoxy group, a phenyl group, a naphthyl group, a pyridyl group,        and a carbazole group.

In an embodiment, Ar₁₁ and Ar₁₂ may each independently be selected from

-   -   i) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group; and    -   ii) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from a C₁-C₆₀ alkyl        group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group.

In an embodiment, Ar₁₁ and Ar₁₂ may each independently be a compoundrepresented by any one of Formulae H1 to H81:

wherein, in Formulae H1 to H81, * is a bonding site to N, L₁, or L₂.

In an embodiment, L₁ and L₂ may each independently be selected from

-   -   i) a phenylene group, a pyridylene group, a pyrimidylene group,        a triazinylene group, and a quinazolinylene group;    -   ii) a phenylene group, a pyridylene group, a pyrimidylene group,        a triazinylene group, and a quinazolinylene group each        substituted with at least one selected from a phenyl group, a        naphthyl group, and a pyridyl group; and    -   iii) a phenylene group, a pyridylene group, a pyrimidylene        group, a triazinylene group, and a quinazolinylene group each        substituted with at least one selected from deuterium, a methyl        group, an ethyl group, an n-octyl group, a methoxy group, an        ethoxy group, a phenyl group, a naphthyl group, a pyridyl group,        and a carbazole group;

n1 and n2 are each independently an integer of 0 or 1;

Ar₁₁ and Ar₁₂ are each independently a compound represented by any oneof Formulae H1, H3, H4, H6, H12, and H77 to H80:

In an embodiment, the light-emitting material may be represented by anyone of Formulae 1-1 to 1-28:

wherein, in Formulae 1-1 to 1-28,

Y₁ is N-(L₁)_(n1)-Ar₁₁;

Y₂ is N-(L₂)_(n2)-Ar₁₂, O, S, C(R₃₁)(R₃₂), or Si(R₃₃)(R₃₄);

L₁ and L₂ are each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₃-C₁₀ cycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylenegroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkenylenegroup, and a substituted or unsubstituted C₂-C₆₀ heteroarylene group;

n1 and n2 are each independently an integer of 0 to 3;

Ar₁₁ and Ar₁₂ are each independently selected from

-   -   i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a        C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a        C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; and    -   ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group;

R₃₁ to R₃₄ are each independently selected from

-   -   i) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group;    -   ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group each substituted with        at least one selected from deuterium, a halogen atom, a hydroxyl        group, a cyano group, a nitro group, an amino group, an amidino        group, hydrazine, hydrazone, a carboxyl acid group or a salt        thereof, a sulfonic acid group or a salt thereof, a phosphoric        acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a        C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a        C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀        aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl        group;    -   iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; and    -   iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

In an embodiment, the light-emitting material may be represented by anyone of Compounds 100 to 236:

In an embodiment, X₁₁ may be C(R₁₁), X₁₂ may be C(R₁₂), X₁₃ may beC(R₁₃), X₁₄ may be C(R₁₄), X₁₅ may be C(R₁₅), X₁₆ may be C(R₁₆), X₁₇ maybe C(R₁₇), X₁₈ may be C(R₁₈), X₁₉ may be C(R₁₉), X₂₀ may be C(R₂₀), X₂₁may be C(R₂₁), X₂₂ may be C(R₂₂), X₂₃ may be C(R₂₃), and X₂₄ may beC(R₂₄).

In an embodiment, Ar₁₃ and Ar₁₄ may each independently be selected from

-   -   i) a phenyl group, a naphthyl group, a fluorenyl group, a        spiro-fluorenyl group, a phenanthrenyl group, an anthryl group,        a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a        chrysenyl group, a pyridinyl group, a pyrazinyl group, a        pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an        indolyl group, a quinolinyl group, a benzoquinolinyl group, a        quinoxalinyl group, a quinazolinyl group, a cinnolinylene group,        a carbazolyl group, and a triazinyl group; and    -   ii) a phenyl group, a naphthyl group, a fluorenyl group, a        spiro-fluorenyl group, a phenanthrenyl group, an anthryl group,        a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a        chrysenyl group, a pyridinyl group, a pyrazinyl group, a        pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an        indolyl group, a quinolinyl group, a benzoquinolinyl group, a        quinoxalinyl group, a quinazolinyl group, a cinnolinylene group,        a carbazolyl group, and a triazinyl group each substituted with        at least one selected from deuterium, a halogen atom, a hydroxyl        group, a cyano group, a nitro group, an amino group, an amidino        group, hydrazine, hydrazone, a carboxyl acid group or a salt        thereof, a sulfonic acid group or a salt thereof, a phosphoric        acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀        alkoxy group, a phenyl group, a naphthyl group, a fluorenyl        group, a spiro-fluorenyl group, a phenanthrenyl group, an        anthryl group, a fluoranthenyl group, a triphenylenyl group, a        pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl        group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl        group, an indolyl group, a quinolinyl group, a benzoquinolinyl        group, a quinoxalinyl group, a quinazolinyl group, a        cinnolinylene group, a carbazolyl group, and a triazinyl group.

In an embodiment, Ar₁₃ and Ar₁₄ may each independently be represented byany one of Formulae 3-1 to 3-20:

wherein, in Formulae 3-1 to 3-20, * represents a bonding site to N ofFormula 2(1) or Formula 2(2).

In an embodiment, Z₁ and Z₂ may each independently be selected from

-   -   i) a C₁-C₂₀ alkyl group;    -   ii) a C₁-C₂₀ alkyl group substituted with at least one selected        from deuterium, a halogen atom, a hydroxyl group, a cyano group,        a nitro group, an amino group, an amidino group, hydrazine,        hydrazone, a carboxyl acid group or a salt thereof, a sulfonic        acid group or a salt thereof, a phosphoric acid group or a salt        thereof, a phenyl group, a naphthyl group, a fluorenyl group, a        spiro-fluorenyl group, a phenanthrenyl group, an anthryl group,        a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a        chrysenyl group, a pyridinyl group, a pyrazinyl group, a        pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an        indolyl group, a quinolinyl group, a benzoquinolinyl group, a        quinoxalinyl group, a quinazolinyl group, a cinnolinylene group,        a carbazolyl group, and a triazinyl group;    -   iii) a phenyl group, a naphthyl group, a fluorenyl group, a        spiro-fluorenyl group, a phenanthrenyl group, an anthryl group,        a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a        chrysenyl group, a pyridinyl group, a pyrazinyl group, a        pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an        indolyl group, a quinolinyl group, a benzoquinolinyl group, a        quinoxalinyl group, a quinazolinyl group, a cinnolinylene group,        a carbazolyl group, and a triazinyl group; and    -   iv) a phenyl group, a naphthyl group, a fluorenyl group, a        spiro-fluorenyl group, a phenanthrenyl group, an anthryl group,        a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a        chrysenyl group, a pyridinyl group, a pyrazinyl group, a        pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an        indolyl group, a quinolinyl group, a benzoquinolinyl group, a        quinoxalinyl group, a quinazolinyl group, a cinnolinylene group,        a carbazolyl group, and a triazinyl group each substituted with        at least one selected from deuterium, a halogen atom, a hydroxyl        group, a cyano group, a nitro group, an amino group, an amidino        group, hydrazine, hydrazone, a carboxyl acid group or a salt        thereof, a sulfonic acid group or a salt thereof, a phosphoric        acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀        alkoxy group, a phenyl group, a naphthyl group, a fluorenyl        group, a spiro-fluorenyl group, a phenanthrenyl group, an        anthryl group, a fluoranthenyl group, a triphenylenyl group, a        pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl        group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl        group, an indolyl group, a quinolinyl group, a benzoquinolinyl        group, a quinoxalinyl group, a quinazolinyl group, a        cinnolinylene group, a carbazolyl group, and a triazinyl group.

In an embodiment, Z₁ and Z₂ may each independently be selected from amethyl group, an ethyl group, a propyl group, a butyl group, a pentylgroup, a hexyl group, a heptyl group, and a compound represented by anyone of Formulae 3-1 to 3-20:

wherein, in Formulae 3-1 to 3-20, * represents a carbon atom of afluorene ring in Formula 2(1) or Formula 2(2).

In an embodiment, Z₃, Z₄, and R₁₁ to R₂₄ may each independently beselected from hydrogen, deuterium, a halogen atom, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, anda C₁-C₂₀ alkyl group.

In an embodiment, Z₃, Z₄, and R₁₁ to R₂₄ may each independently beselected from hydrogen, deuterium, a halogen atom, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, amethyl group, an ethyl group, a propyl group, a butyl group, a pentylgroup, a hexyl group, a heptyl group, and a compound represented by anyone of Formulae 3-1 to 3-20:

In an embodiment, the hole-transporting material may be represented byany one of Formulae 2a and 2b:

wherein, in Formula 2a or 2b,

Ar₁₃ and Ar₁₄ are each independently represented by any one of Formulae3-1 to 3-20:

Z₁ and Z₂ are each independently represented by any one of a C₁-C₂₀alkyl group and Formulae 3-1 to 3-20;

Z₃, Z₄, and R₁₁ to R₂₄ are each independently selected from hydrogen,deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, and compounds represented by any one of Formulae 3-1 to 3-20; and

p and q are each independently an integer of 1 to 4.

In an embodiment, the hole-transporting material may be represented byany one of Compounds 6-1 to 6-144:

Also provided is an organic light-emitting device including a firstelectrode; a second electrode disposed opposite to the first electrode;an emission layer disposed between the first electrode and the secondelectrode; and a hole-transporting region disposed between the firstelectrode and the emission layer. The emission layer includes at leastone light-emitting material represented by any one of Formulae 1-1 to1-28:

wherein, in Formulae 1-1 to 1-28,

Y₁ is N-(L₁)_(n1)-Ar₁₁;

Y₂ is N-(L₂)_(n2)-Ar₁₂, O, S, C(R₃₁)(R₃₂), or Si(R₃₃)(R₃₄);

L₁ and L₂ are each independently selected from

-   -   i) a phenylene group, a pyridylene group, a pyrimidylene group,        a triazinylene group, and a quinazolinylene group;    -   ii) a phenylene group, a pyridylene group, a pyrimidylene group,        a triazinylene group, and a quinazolinylene group each        substituted with at least one selected from a phenyl group, a        naphthyl group, and a pyridyl group;    -   iii) a phenylene group, a pyridylene group, a pyrimidylene        group, a triazinylene group, and a quinazolinylene group each        substituted with at least one of deuterium, a methyl group, an        ethyl group, an n-octyl group, a methoxy group, an ethoxy group,        a phenyl group, a naphthyl group, a pyridyl group, and a        carbazole group;

n1 and n2 are each independently an integer of 0 to 3;

Ar₁₁ and Ar₁₂ are each independently a compound represented by any oneof Formulae H1 to H81:

wherein, in Formulae H1 to H81, * is a bonding site to N, L₁, or L₂;

R₃₁ to R₃₄ are each independently selected from

-   -   i) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group;    -   ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀        alkynyl group, and a C₁-C₆₀ alkoxy group each substituted with        at least one selected from deuterium, a halogen atom, a hydroxyl        group, a cyano group, a nitro group, an amino group, an amidino        group, hydrazine, hydrazone, a carboxyl acid group or a salt        thereof, a sulfonic acid group or a salt thereof, a phosphoric        acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a        C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a        C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀        aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl        group;    -   iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; and    -   iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group,        a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group,        a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each        substituted with at least one selected from deuterium, a halogen        atom, a hydroxyl group, a cyano group, a nitro group, an amino        group, an amidino group, hydrazine, hydrazone, a carboxyl acid        group or a salt thereof, a sulfonic acid group or a salt        thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀        heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀        heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy        group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

The hole-transporting region includes at least one hole-transportingmaterial represented by any one of Formulae 2a and 2b:

wherein, in Formula 2a or 2b,

Ar₁₃ and Ar₁₄ are each independently represented by any one of Formulae3-1 to 3-20:

Z₁ and Z₂ are each independently selected from a C₁-C₂₀ alkyl group anda compound represented by any one of Formulae 3-1 to 3-20:

Z₃, Z₄, and R₁₁ to R₂₄ are each independently selected from hydrogen,deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, and a compound represented by any one of Formulae 3-1 to 3-20;and

p and q are each independently an integer of 1 to 4.

Further provided is an organic light-emitting device including a firstelectrode; a second electrode disposed opposite to the first electrode;an emission layer disposed between the first electrode and the secondelectrode; and a hole-transporting region disposed between the firstelectrode and the emission layer. The emission layer includes at leastone selected from Compounds 100 to 236:

The hole-transporting region includes at least one selected fromCompounds 6-1 to 6-144:

BRIEF DESCRIPTION OF THE DRAWINGS

Features will become apparent to those of skill in the art by describingin detail exemplary embodiments with reference to the attached drawingsin which:

FIG. 1 illustrates a schematic view of a structure of an organiclight-emitting device according to an embodiment; and

FIGS. 2 and 3 illustrate graphs of efficiency versus brightness oforganic light-emitting devices according to the embodiments of Examples1 to 12 as well as Comparative Examples 1 to 4.

DETAILED DESCRIPTION

Example embodiments will now be described more fully hereinafter withreference to the accompanying drawings; however, they may be embodied indifferent forms and should not be construed as limited to theembodiments set forth herein. Rather, these embodiments are provided sothat this disclosure will be thorough and complete, and will fullyconvey exemplary implementations to those skilled in the art.

In the drawing figures, the dimensions of layers and regions may beexaggerated for clarity of illustration.

FIG. 1 illustrates a schematic view of a structure of an organiclight-emitting device 10 according to an embodiment. The organiclight-emitting device 10 includes a substrate 11, a first electrode 13,an organic layer 15, and a second electrode 17. Hereinafter, a structureand a method of manufacturing an organic light-emitting device,according to embodiments, is described with reference to FIG. 1.

The substrate 11 may be any substrate suitable for use in an organiclight-emitting device, such as a glass substrate or a transparentplastic substrate having, for example, strong mechanical strength,thermal stability, transparency, surface smoothness, ease of handling,and water resistance, may be used.

The first electrode 13 may be formed on the substrate 11 by depositingor sputtering a first electrode-forming material onto a surface of thesubstrate 11. When the first electrode 13 is an anode, a material havinga high work function may be used as the first electrode-forming materialto facilitate hole injection. The first electrode 13 may be a reflectiveelectrode or a transmission electrode. Materials having excellenttransparent and conductive capabilities, such as indium tin oxide (ITO),indium zinc oxide (IZO), tin oxide (SnO₂), and zinc oxide (ZnO), may beused to form the first electrode 13. In other embodiments, magnesium(Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca),magnesium-indium (Mg—In), or magnesium-silver (Mg—Ag) may be used toform the first electrode 13 as a reflective electrode.

The first electrode 13 may have a single layer or a multi-layerstructure including two or more layers. For example, the first electrode13 may have a three-layered structure of ITO/Ag/ITO.

The organic layer 15 is disposed on the first electrode 13.

The organic layer 15 refers to a plurality of layers disposed betweenthe first electrode 13 and the second electrode 17 in the organiclight-emitting device 10.

The organic layer 15 may include an emission layer.

The organic layer 15 may include a hole-transporting region disposedbetween the first electrode 13 and the emission layer. Thehole-transporting region includes at least one of layer selected from ahole-injecting layer (HIL), a hole-transporting layer (HTL), afunctional layer having both hole-injecting and hole-transportingcapabilities (H-functional layer), a buffer layer and anelectron-blocking layer (EBL).

The organic layer 15 may include an electron-transporting regiondisposed between the second electrode 17 and the emission layer. Theelectron transport region includes at least one of layer selected from ahole-blocking layer (HBL), an electron-transporting layer (ETL), anelectron-injecting layer (EIL), and a functional layer having bothelectron-injecting and electron-transporting capabilities (E-functionallayer).

According to an embodiment, the organic layer 15 may sequentiallyinclude the HIL, HTL, buffer layer, EML, ETL, and EIL.

The HIL may be formed on the first electrode 13 using various methods,such as vacuum deposition, spin coating, casting, or Langmuir-Blodgett(LB) deposition.

When the HIL is formed using vacuum deposition, vacuum depositionconditions may vary according to the compound that is used to form theHIL, and the desired structure and thermal properties of the HIL to beformed. For example, vacuum deposition may be performed at a temperatureof about 100° C. to about 500° C., a pressure of about 10⁻⁸ torr toabout 10⁻³ torr, and a deposition rate of about 0.01 Å/sec to about 100Å/sec.

When the HIL is formed using spin coating, the coating conditions mayvary according to the compound that is used to form the HIL, and thedesired structure and thermal properties of the HIL to be formed. Forexample, the coating rate may be in a range of about 2000 rpm to about5000 rpm, and a temperature at which heat treatment is performed toremove a solvent after coating may be in a range of about 80° C. toabout 200° C.

The HIL may be formed of a hole-injecting material, examples of whichincludeN,N′-diphenyl-N,N′-bis-[4-(phenyl-m-tolyl-amino)-phenyl]-biphenyl-4,4′-diamine(DNTPD); a phthalocyanine compound such as copper phthalocyanine;4,4′,4″-tris(3-methylphenylphenylamino)triphenylamine (m-MTDATA),N,N′-di(1-naphthyl group-N,N′-diphenylbenzidine (NPB), TDATA, 2-TNATA,polyaniline/dodecylbenzenesulfonic acid (Pani/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonic acid (Pani/CSA), and(polyaniline)/poly(4-styrenesulfonate) (PANI/PSS):

A thickness of the HIL may be about 100 Å to about 10000 Å, and in someembodiments, may be from about 100 Å to about 1000 Å. Maintaining thethickness of the HIL within these ranges may help provide the HIL withgood hole-injecting ability without a substantial increase in drivingvoltage.

Then, the HTL may be formed on the HIL by using various methods, such asvacuum deposition, spin coating, casting, and LB deposition. When theHTL is formed using vacuum deposition or spin coating, the depositionand coating conditions may be similar to those for the formation of theHIL, though the conditions for deposition and coating may vary accordingto the material that is used to form the HTL.

The HTL may include a hole-transporting material represented by any oneof Formulae 2(1) and 2(2):

In Formula 2(1) or Formula 2(2), X₁₁ is CR₁₁ or N; X₁₂ is CR₁₂ or N; X₁₃is CR₁₃ or N; X₁₄ is CR₁₄ or N; X₁₅ is CR₁₅ or N; X₁₆ is CR₁₆ or N; X₁₇is CR₁₇ or N; X₁₈ is CR₁₈ or N; X₁₉ is CR₁₉ or N; X₂₀ is CR₂₀ or N; X₂₁is CR₂₁ or N; X₂₂ is CR₂₂ or N; X₂₃ is CR₂₃ or N; X₂₄ is CR₂₄ or N.

For example, in Formula 2(1) or Formula 2(2), X₁₁ may be C(R₁₁), X₁₂ maybe C(R₁₂), X₁₃ may be C(R₁₃), X₁₄ may be C(R₁₄), X₁₅ may be C(R₁₅), X₁₆may be C(R₁₆), X₁₇ may be C(R₁₇), X₁₈ may be C(R₁₈), X₁₉ may be C(R₁₉),X₂₀ may be C(R₂₀), X₂₁ may be C(R₂₁), X₂₂ may be C(R₂₂), X₂₃ may beC(R₂₃), and X₂₄ may be C(R₂₄).

In Formula 2(1) or Formula 2(2), Ar₁₃ and Ar₁₄ are each independentlyselected from

i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group; and

ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group each substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

For example, in Formula 2(1) or Formula 2(2) above, Ar₁₃ and Ar₁₄ areeach independently selected from

i) a phenyl group, a pentalenyl group, an indenyl group, a naphthylgroup, an azulenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-fluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pyrrolyl group, an imidazolyl group, a pyrazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, a benzoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a cinnolinyl group, a carbazolyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzooxazolyl group, a benzoimidazolyl group, afuranyl group, a benzofuranyl group, a thiophenyl group, abenzothiophenyl group, a thiazolyl group, an isothiazolyl group, abenzothiazolyl group, an isoxazolyl group, an oxazolyl group, atriazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a benzooxazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, and a benzocarbazolyl group; and

ii) a phenyl group, a pentalenyl group, an indenyl group, a naphthylgroup, an azulenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-fluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pyrrolyl group, an imidazolyl group, a pyrazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, a benzoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a cinnolinyl group, a carbazolyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzooxazolyl group, a benzoimidazolyl group, afuranyl group, a benzofuranyl group, a thiophenyl group, abenzothiophenyl group, a thiazolyl group, an isothiazolyl group, abenzothiazolyl group, an isoxazolyl group, an oxazolyl group, atriazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a benzooxazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, and a benzocarbazolyl group each substitutedwith at least one selected from deuterium, a halogen atom, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group,hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a C₆-C₂₀ arylgroup, and a C₂-C₂₀ heteroaryl group.

As another example, in Formula 2(1) or Formula 2(2), Ar₁₃ and Ar₁₄ areeach independently selected from

i) a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a phenanthrenyl group, an anthryl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, a quinolinylgroup, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinyl group, a carbazolyl group, and a triazinyl group;and

ii) a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a phenanthrenyl group, an anthryl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, a quinolinylgroup, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinyl group, a carbazolyl group, and a triazinyl groupeach substituted with at least one selected from deuterium, a halogenatom, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, hydrazine, hydrazone, a carboxyl acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a phenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group.

As another example, in Formula 2(1) or Formula 2(2), Ar₁₃ and Ar₁₄ mayeach independently be represented by any one of Formulae 3-1 to 3-20below:

In Formulae 3-1 to 3-20, * represents a bonding site of Formula 2(1) orFormula 2(2) to N.

In Formula 2(1) or Formula 2(2), Z₁ and Z₂ are each independentlyselected from

i) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group;

ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, and a C₁-C₆₀ alkoxy group each substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀heteroaryl group;

iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, and a C₂-C₆₀ heteroaryl group; and

iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

For example, in Formula 2(1) or Formula 2(2) above, Z₁ and Z₂ may eachindependently be selected from

i) a C₁-C₂₀ alkyl group;

ii) a C₁-C₂₀ alkyl group substituted with at least one selected fromdeuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group;

iii) a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a phenanthrenyl group, an anthryl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, a quinolinylgroup, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinylene group, a carbazolyl group, and a triazinyl group;and

iv) a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a phenanthrenyl group, an anthryl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, a quinolinylgroup, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinylene group, a carbazolyl group, and a triazinyl groupsubstituted with at least one selected from deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group.

As another example, in Formula 2(1) or Formula 2(2), Z₁ and Z₂ are eachindependently selected from a methyl group, an ethyl group, a propylgroup, a butyl group, a pentyl group, a hexyl group, a heptyl group, anda compound represented by any one of Formulae 3-1 to 3-20 below:

In Formulae 3-1 to 3-20, * represents carbon atoms of a fluorene ring inFormula 2(1) or Formula 2(2).

In Formula 2(1) or Formula 2(2), Z₃, Z₄, and R₁₁ to R₂₄ are eachindependently selected from

i) hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group,a nitro group, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkylgroup, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀alkoxy group;

ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, and a C₁-C₆₀ alkoxy group each substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀heteroaryl group;

iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, and a C₂-C₆₀ heteroaryl group;

iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group each substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; and

v) —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇) (wherein Q₁₁ toQ₁₇ are each independently a C₁-C₆₀ alkyl group, a C₁-C₆₀ alkoxy group,a C₆-C₆₀ aryl group, or a C₂-C₆₀ heteroaryl group).

For example, in Formula 2(1) or Formula 2(2), Z₃, Z₄, and R₁₁ to R₂₄ areeach independently selected from

i) hydrogen, deuterium, a halogen atom, a hydroxyl group, a cyano group,a nitro group, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, and a C₁-C₂₀ alkylgroup;

ii) a C₁-C₂₀ alkyl group substituted with at least one selected fromdeuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group;

iii) a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a phenanthrenyl group, an anthryl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, a quinolinylgroup, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinylene group, a carbazolyl group, and a triazinyl group;and

iv) a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a phenanthrenyl group, an anthryl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an isoindolyl group, an indolyl group, a quinolinylgroup, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinylene group, a carbazolyl group, and a triazinyl groupeach substituted with at least one selected from deuterium, a halogenatom, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, hydrazine, hydrazone, a carboxyl acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a phenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group.

As another example, in Formula 2(1) or Formula 2(2) above, Z₃, Z₄, andR₁₁ to R₂₄ are each independently hydrogen, deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, or a C₁-C₂₀ alkyl group.

As another example, in Formula 2(1) or Formula 2(2) above, Z₃, Z₄, andR₁₁ to R₂₄ are each independently selected from hydrogen, deuterium, ahalogen atom, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, hydrazine, hydrazone, a carboxyl acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a methyl group, an ethyl group, a propylgroup, a butyl group, a pentyl group, a hexyl group, a heptyl group, anda compound represented by any one of Formulae 3-1 to 3-20 below:

In Formula 2(1) or Formula 2(2), p is the number of Z₃s and p is aninteger of 1 to 4. When p is 2 or greater, a p number of Z₃s may be thesame or different. q is the number of Z₄s and is an integer of 1 to 4.When q is 2 or greater, a q number of Z₄s may be the same or different.

According to an embodiment, the hole-transporting material may berepresented by any one of Formulae 2a and 2b:

In Formula 2a or 2b,

Ar₁₃ and Ar₁₄ are each independently represented by any one of Formulae3-1 to 3-20;

Z₁ and Z₂ are each independently a C₁-C₂₀ alkyl group or a compoundrepresented by any one of Formulae 3-1 to 3-20 below:

Z₃, Z₄, and R₁₁ to R₂₄ are each independently selected from hydrogen,deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, and a compound represented by any one of Formulae 3-1 to 3-20;and

p and q are each independently an integer of 1 to 4.

In other embodiments, the hole-transporting material may be representedby any one of Compounds 6-1 to 6-144 below:

The HTL may further include a hole-transporting material, examples ofwhich include carbazole derivatives, such as N-phenylcarbazole andpolyvinylcarbazole, N,N′-bis(3-methylphenyl)-N,N′-diphenyl-[1,1-biphenyl]-4,4′-diamine (TPD),4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA), andN,N′-di(1-naphthyl-N,N′-diphenylbenzidine) (NPB):

The thickness of the HTL may be from about 50 Å to about 2000 Å, and insome embodiments, may be from about 100 Å to about 1500 Å. Maintainingthe thickness of the HTL within these ranges may help provide the HTLwith good hole-transporting ability without a substantial increase indriving voltage.

The H-functional layer (having both hole-injecting and hole-transportingcapabilities) may contain at least one material from each group of theHIL materials and HTL materials. The thickness of the H-functional layermay be from about 100 Å to about 10,000 Å, and in some embodiments, maybe from about 100 Å to about 1,000 Å. Maintaining the thickness of theH-functional layer within these ranges may help provide the H-functionallayer with good hole-injecting and transporting abilities without asubstantial increase in driving voltage.

In some embodiments, at least one layer selected from the HIL, HTL, andH-functional layer may include at least one compound of Formula 300below and a compound of Formula 301 below:

In Formula 300, Ar₁₀₁ and Ar₁₀₂ may each independently be a substitutedor unsubstituted C₆-C₆₀ arylene group.

For example, Ar₁₀₁ and Ar₁₀₂ may each independently be selected from aphenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a substituted or unsubstitutedacenaphthylene group, a fluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthrylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylenylene group, anaphthacenylene group, a picenylene group, a phenylenylene group, and apentacenylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a substituted or unsubstitutedacenaphthylene group, a fluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthrylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylenylene group, anaphthacenylene group, a picenylene group, a phenylenylene group, and apentacenylene group each substituted with deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

In Formula 300, xa and xb may each independently be an integer of 0 to5, or 0, 1, or 2. For example, the xa may be 1 and the xb may be 0.

In Formula 300 and 301, R₁₀₁ to R₁₀₈, R₁₁₁ to R₁₁₉, and R₁₂₁ to R₁₂₄ mayeach independently be selected from hydrogen, deuterium, a halogen atom,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, hydrazine, hydrazone, a carboxyl acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₆₀cycloalkyl group, a substituted or unsubstituted C₅-C₆₀ aryl group, asubstituted or unsubstituted C₅-C₆₀ aryloxy group, or a substituted orunsubstituted C₅-C₆₀ arylthio group.

For example, the R₅₁ to R₅₈, R₆₁ to R₆₉, and R₇₁ and R₇₂ may eachindependently be selected from hydrogen; deuterium; a halogen atom; ahydroxyl group; a cyano group; a nitro group; an amino group; an amidinogroup; hydrazine; hydrazone; a carboxyl acid group or a salt thereof; asulfonic acid group or a salt thereof; a phosphoric acid group or a saltthereof; a C₁-C₁₀ alkyl group (for example, a methyl group, an ethylgroup, a propyl group, a butyl group, a pentyl group, and a hexylgroup); a C₁-C₁₀ alkoxy group (for example, a methoxy group, an ethoxygroup, a propoxy group, a butoxy group, and a pentoxy group);

a C₁-C₁₀ alkyl group and a C₁-C₁₀ alkoxy group each substituted with atleast one selected from deuterium, a halogen atom, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, and a phosphoric acid group or a salt thereof;

a phenyl group; a naphthyl group; an anthryl group; a fluorenyl group; apyrenyl group; and

a phenyl group, a naphthyl group, an anthryl group, a fluorenyl group,and a pyrenyl group each substituted with at least one selected fromdeuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₁₀ alkylgroup, and a C₁-C₁₀ alkoxy group.

In Formula 300, R₁₀₉ may be a phenyl group; a naphthyl group; an anthrylgroup; a biphenyl group; a pyridyl group; and

a phenyl group, a naphthyl group, an anthryl group, a biphenyl group,and a pyridyl group each independently substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, asubstituted or unsubstituted C₁-C₂₀ alkyl group, and a substituted orunsubstituted C₁-C₂₀ alkoxy group.

According to an embodiment, a compound represented by Formula 300 abovemay be represented by Formula 300A below:

In Formula 300A, detailed descriptions of R₁₀₁, R₁₁₁, R₁₁₂, and R₁₀₉ areas described above.

For example, at least one of the HIL, HTL, and H-functional layer mayinclude one or more of the Compounds 301 to 320 below:

At least one of the HIL, HTL, and H-functional layer may further includea charge-generating material to, for example, improve conductivity of afilm, in addition to a hole-injecting material, a hole-transportingmaterial, and/or a material having both hole-injecting andhole-transporting capabilities.

The charge-generating material may be, for example, a p-dopant. Thep-dopant may be one of a quinone derivative, a metal oxide, and a cyanogroup-containing compound. Examples of the p-dopant are quinonederivatives such as tetracyanoquinonedimethane (TCNQ) and2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane (F4-TCNQ);metal oxides such as tungsten oxide and molybdenum oxide; and cyanogroup containing compounds such as Compound 200 below:

When the HIL, HTL, or the H-functional layer further includes thecharge-generating material, the charge-generating material may behomogeneously dispersed or inhomogeneously distributed in the HIL, HTL,or H-functional layer.

The buffer layer may be disposed between the EML and at least one layerselected from the HIL, HTL, and H-functional layer. The buffer layer maycompensate for an optical resonance distance of light according to awavelength of the light emitted from the EML, and may increaseefficiency. The buffer layer may include any hole-injecting material orhole-transporting material. In some other embodiments, the buffer layermay include the same material as one of the materials included in theHIL, HTL, and H-functional layer that underlies the buffer layer.

Then, the EML may be formed on the HTL, H-functional layer, or bufferlayer by, for example, vacuum deposition, spin coating, casting, or LBdeposition. When the EML is formed using vacuum deposition or spincoating, the deposition and coating conditions may be similar to thosefor the formation of the HIL, though the conditions for deposition andcoating may vary according to the material that is used to form the EML.

The EML may include a light-emitting material represented by any one ofFormulae 1A to 1E below:

In Formulae 1A to 1E above, ring A and ring B are each independentlyselected from

i) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring; and

ii) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring eachsubstituted with at least one selected from deuterium, a halogen atom, aC₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀ heteroaryl group, and—N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are each independently a C₁-C₆₀ alkylgroup, a C₆-C₆₀ aryl group, or a C₂-C₆₀ heteroaryl group), wherein, inFormulae 1A to 1E above, C₁ to C₄ each independently represent any oneof carbon atoms forming each of the ring A and the ring B.

In some embodiments, in Formulae 1A to 1E above, the ring A and the ringB may each independently be selected from

i) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring; and

ii) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ring eachsubstituted with at least one selected from deuterium, a halogen atom, aC₁-C₁₀ alkyl group, a C₆-C₂₀ aryl group, a C₂-C₂₀ heteroaryl group, and—N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are each independently a C₆-C₁₀ arylgroup).

In other embodiments, in Formulae 1A to 1E above, the ring A and thering B are each independently selected from

i) benzene, naphthalene, anthracene, pyridine, pyrimidine, pyrazine,quinoline, and isoquinoline; and

ii) benzene, naphthalene, anthracene, pyridine, pyrimidine, pyrazine,quinoline, and isoquinoline each substituted with at least one selectedfrom deuterium, a methyl group, an ethyl group, a t-butyl group, anoctyl group, a phenyl group, a naphthyl group, a pyridyl group, apyrimidyl group, and —N(Ph)₂.

In other embodiments, in Formula 1A to 1E above, the ring A and the ringB may each independently be represented by any one of Formulae 1(1) to1(11):

In Formulae 1(1) to 1(11), C₅ and C₆ are each independently carbon atomsof Formulae 1(1) to 1(11) and represent any one carbon atom of C₁ to C₄.

In Formulae 1A to 1E above, X₁ is CR₁ or N and; X₂ is CR₂ or N.

In some embodiments, in Formula 1A to 1E above, X₁ may be CR₁ and X₂ maybe CR₂.

In Formulae 1A to 1E above, R₁ and R₂ are each independently selectedfrom hydrogen, deuterium, a halogen atom, a C₁-C₆₀ alkyl group, a C₆-C₆₀aryl group, a C₂-C₆₀ heteroaryl group, and —N(Q₁)(Q₂) (wherein, Q₁ andQ₂ are each independently a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, ora C₂-C₆₀ heteroaryl group); and R₁ and R₂ may be connected to each otherto selectively form a C₆-C₂₀ saturated ring or a C₆-C₂₀ unsaturatedring.

For example, in Formulae 1A to 1E above, R₁ and R₂ may eachindependently be selected from hydrogen, deuterium, a halogen atom, aC₁-C₁₀ alkyl group, a C₆-C₂₀ aryl group, a C₂-C₂₀ heteroaryl group, and—N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are each independently a C₆-C₁₀ arylgroup).

As another example, in Formulae 1A to 1E above, R₁ and R₂ may eachindependently be selected from hydrogen, deuterium, a methyl group, anethyl group, a t-butyl group, an octyl group, a phenyl group, a naphthylgroup, a pyridyl group, a pyrimidyl group, and —N(Ph)₂.

As another example, in Formulae 1A to 1E above, R₁ and R₂ may eachindependently be hydrogen.

In Formula 1A to 1E above, Y₁ is N-(L₁)_(n1)-Ar₁₁ and; Y₂ isN-(L₂)_(n2)-Ar₁₂, O, S, C(R₃₁)(R₃₂), or Si(R₃₃)(R₃₄).

In Formula 1A to 1E above, L₁ and L₂ are each independently selectedfrom a substituted or unsubstituted C₃-C₁₀ cycloalkylene group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenylene group, a substitutedor unsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, and a substituted or unsubstituted C₂-C₆₀heteroarylene group.

For example, in Formulae 1A to 1E above, L₁ and L₂ are eachindependently

i) a C₃-C₁₀ cycloalkylene group, a C₃-C₁₀ cycloalkenylene group, aC₆-C₆₀ arylene group, a C₂-C₁₀ heterocycloalkylene group, a C₂-C₁₀heterocycloalkenylene group, and a C₂-C₆₀ heteroarylene group;

ii) a C₃-C₁₀ cycloalkylene group, a C₃-C₁₀ cycloalkenylene group, aC₆-C₆₀ arylene group, a C₂-C₁₀ heterocycloalkylene group, a C₂-C₁₀heterocycloalkenylene group, and a C₂-C₆₀ heteroarylene group eachsubstituted with at least one selected from deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; and

iii) a C₃-C₁₀ cycloalkylene group, a C₃-C₁₀ cycloalkenylene group, aC₆-C₆₀ arylene group, a C₂-C₁₀ heterocycloalkylene group, a C₂-C₁₀heterocycloalkenylene group, and a C₂-C₆₀ heteroarylene group eachindependently substituted with at least one selected from a C₆-C₆₀arylene group and a C₂-C₆₀ heteroarylene group each independentlysubstituted with at least one selected from deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

As another example, in Formulae 1A to 1E, L₁ and L₂ are eachindependently selected from

i) a C₆-C₆₀ arylene group and a C₂-C₆₀ heteroarylene group;

ii) a C₆-C₆₀ arylene group and a C₂-C₆₀ heteroarylene group eachsubstituted with at least one selected from a C₆-C₆₀ aryl group and aC₂-C₆₀ heteroaryl group; and

iii) a C₆-C₆₀ arylene group and a C₂-C₆₀ heteroarylene group eachsubstituted with at least one selected from a C₆-C₆₀ aryl group and aC₂-C₆₀ heteroaryl group each substituted with at least one selected fromdeuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkylgroup, a C₁-C₆₀ alkoxy group, a C₆-C₆₀ aryl group, and a C₂-C₆₀heteroaryl group.

As another example, in Formulae 1A to 1E, L₁ and L₂ may eachindependently be selected from

i) a phenylene group, a pyridylene group, a pyrimidylene group, atriazinylene group, and a quinazolinylene group;

ii) a phenylene group, a pyridylene group, a pyrimidylene group, atriazinylene group, and a quinazolinylene group each substituted with atleast one selected from a phenyl group, a naphthyl group, and a pyridylgroup; and

iii) a phenylene group, a pyridylene group, a pyrimidylene group, atriazinylene group, and a quinazolinylene group each substituted with atleast one selected from deuterium, a methyl group, an ethyl group, ann-octyl group, a methoxy group, an ethoxy group, a phenyl group, anaphthyl group, a pyridyl group, and a carbazole group.

In Formulae 1A to 1E above, n1 represents the number of L1s and is aninteger of 0 to 3. When n1 is an integer of 2 or greater, the n1 numberof L1s may be the same or different. n2 represents the number of L2s,and is an integer of 0 to 3. When n2 is an integer of 2 or greater, then2 number of L2s may be the same or different.

In Formula 1A to 1E, Ar₁₁ and Ar₁₂ are each independently selected from

i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group; and

ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group each substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

As another example, in Formulae 1A to 1E, Ar₁₁ and Ar₁₂ may eachindependently be selected from

i) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group; and

ii) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group each substitutedwith a C₂-C₆₀ alkyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup.

As another example, in Formula 1A to 1E above, Ar₁₁ and Ar₁₂ may eachindependently be represented by any one of Formulae H1 to H81 below:

In Formulae H1 to H81 above, * is a bonding site to N, L₁, or L₂.

As another example, in Formulae 1A to 1E above, Ar₁₁ and Ar₁₂ may eachindependently be a compound represented by any one of Formulae H1, H3,H4, H6, H12, and H77 to H80:

In other embodiments, in Formulae 1A to 1E above, L₁ and L₂ are eachindependently

i) a phenylene group, a pyridylene group, a pyrimidylene group, atriazinylene group, and a quinazolinylene group;

ii) a phenylene group, a pyridylene group, a pyrimidylene group, atriazinylene group, and a quinazolinylene group each substituted with atleast one selected from a phenyl group, a naphthyl group, and a pyridylgroup;

iii) a phenylene group, a pyridylene group, a pyrimidylene group, atriazinylene group, and a quinazolinylene group each substituted with atleast one selected from deuterium, a methyl group, an ethyl group, ann-octyl group, a methoxy group, an ethoxy group, a phenyl group, anaphthyl group, a pyridyl group, and a carbazole group;

n1 and n2 are each independently an integer of 0 or 1; and

Ar₁₁ and Ar₁₂ may each independently be a compound represented by anyone of Formula H1, H3, H4, H6, H12, and H77 to H8:

In Formulae 1A to 1E above, R₃₁ to R₃₄ are each independently selectedfrom

i) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group;

ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, and a C₁-C₆₀ alkoxy group each substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀heteroaryl group;

iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, and a C₂-C₆₀ heteroaryl group; and

iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group each substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.

For example, in Formulae 1A to 1E above, R₃₁ to R₃₄ are eachindependently selected from

i) a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group;

ii) a C₁-C₆₀ alkyl group and a C₁-C₆₀ alkoxy group each substituted withat least one selected from deuterium, a halogen atom, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group;

iii) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group; and

iv) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group each substitutedwith at least one selected from deuterium, a halogen atom, a C₁-C₆₀alkyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group.

As another example, in Formulae 1A to 1E above, R₃₁ to R₃₄ are eachindependently selected from

i) a methyl group, an ethyl group, an n-propyl group, an iso-propylgroup, an n-butyl group, an iso-butyl group, a sec-butyl group, and atert-butyl group;

ii) a phenyl group, a naphthyl group, and a pyridyl group; and

iii) a phenyl group, a naphthyl group, and a pyridyl group eachsubstituted with at least one selected from a methyl group, an ethylgroup, an n-propyl group, an iso-propyl group, an n-butyl group, aniso-butyl group, a sec-butyl group, and a tert-butyl group.

In some embodiments, Formulae 1A to 1E above may be represented by anyone of Formulae 1-1 to 1-28:

In Formulae 1-1 to 1-28, Y₁ and Y₂ are as described above.

In other embodiments, the light-emitting material may be represented byany one of Compounds 100 to 236 below:

When the organic light-emitting device 10 is a full color organiclight-emitting device, the EML may be patterned into a red EML, a greenEML, and a blue EML. In some embodiments, the EML may include, forexample, at least two of the red EML, the green EML, and the blue EMLthat are stacked upon one another to emit white light.

The EML may further include a light-emitting material. For example, theEML may further include a host and/or a dopant.

Exemplary hosts including tris(8-quinolinato)aluminum (Alq₃),4,4′-N,N′-dicarbazole-biphenyl (CBP), poly(n-vinylcarbazole) (PVK),9,10-di(naphthalene-2-yl)anthracene (ADN),4,4′,4″-tris(carbazole-9-yl)triphenylamine (TCTA),1,3,5-tris(N-phenylbenzimidazole-2-yl)benzene (TPBI),3-tert-butyl-9,10-di(napth-2-yl)anthracene (TBADN),9,9′-(1,3-phenylene)bis-9H-carbazole (mCP), E3,1,3-bis[2-(4-tert-butyphenyl)-1,3,4-oxadiazo-5-yl] (OXD-7), distyrylarylene (DSA), dmCBP (see Formula below), and Compounds 501 to 509below:

In some embodiments, as the host, an anthracene-based compoundrepresented by Formula 400 below may be used:

In Formula 400, Ar₁₁₁ and Ar₁₁₂ are each independently a substituted orunsubstituted C₅-C₆₀ arylene group; Ar₁₁₃ to Ar₁₁₉ are eachindependently a substituted or unsubstituted C₁-C₁₀ alkyl group or asubstituted or unsubstituted C₅-C₆₀ aryl group; and g, h, i, and j mayeach independently be an integer of 0 to 4.

In some embodiments, in Formula 60 above, Ar₁₁₁ and Ar₁₁₂ may eachindependently be a phenylene group, a naphthylene group, aphenanthrenylene group, or a pyrenylene group; or a phenylene group, anaphthylene group, a phenanthrenylene group, a fluorenyl group, or apyrenylene group each substituted with at least one selected from aphenyl group, a naphthyl group, and an anthryl group.

In Formula 60 above, g, h, i, and j may each independently be an integerof 0, 1, or 2.

In Formula 400 above, Ar₁₁₃ to Ar₁₁₆ are each independently a C₁-C₁₀alkyl group each substituted with at least one of a phenyl group, anaphthyl group, and an anthryl group; a phenyl group; a naphthyl group;an anthryl group; a pyrenyl group; a phenanthrenyl group; a fluorenylgroup;

a phenyl group, a naphthyl group, an anthryl group, a pyrenyl group, aphenanthrenyl group, and a fluorenyl group each substituted with atleast one of deuterium, a halogen atom, a hydroxyl group, a cyano group,a nitro group, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkylgroup, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxygroup, a phenyl group, a naphthyl group, an anthryl group, a pyrenylgroup, a phenanthrenyl group, and a fluorenyl group; and

In some embodiments, an anthracene-based compound represented by Formula400 above may be one of the compounds below:

In some embodiments, as the host, an anthracene-based compoundrepresented by Formula 401 below may be used:

In Formula 401 above, detailed descriptions of Ar₁₂₂ to Ar₁₂₅ are asreferred to in the description of Ar₁₁₃ of Formula 400 above.

In Formula 401 above, Ar₁₂₆ and Ar₁₂₇ may each independently be a C₁-C₁₀alkyl group (for example, a methyl group, an ethyl group, or a propylgroup).

In Formula 401, k and l may each independently be an integer of 0 to 4.For example, the k and l may be 0, 1, or 2.

For example, the anthracene-based compound represented by Formula 401may be one of the compounds below:

The dopant may be at least one dopant selected from a fluorescent dopantand a phosphorescent dopant. The phosphorescent dopant may be an organicmetal complex including Ir, Pt, Os, Re, Ti, Zr, Hf, or a combination oftwo or more of these.

Examples of blue dopants are F₂Irpic, (F₂ppy)₂Ir(tmd), Ir(dfppz)₃,ter-fluorene (fluorene), 4,4′-bis(4-diphenyl aminostyryl)biphenyl(DPAVBi), 2,5,8,11-tetra-tert-butyl perylene (TBPe), and4,4′-bis(2,2-diphenyl vinyl)-1,1′-biphenyl (DPVBi):

For example, the compounds below may be used as the red dopant. In someembodiments, DCM or DCJTB shown below may be used as the red dopant:

For example, the compounds below may be used as the green dopant. Insome embodiments, C545T below may be used:

A thickness of the EML may be about 100 Å to about 1000 Å, for example,about 200 Å to about 600 Å. Maintaining the thickness of the EML withinthese ranges may help provide the EML with good light-emitting abilitywithout a substantial increase in driving voltage.

Then, the ETL may be formed on the EML by any of a variety of methods,for example, vacuum deposition, spin coating, or casting. When the ETLis formed using vacuum deposition or spin coating, the deposition andcoating conditions may be similar to those for the formation of the HIL,though the deposition and coating conditions may vary according to amaterial that is used to form the ETL. The material of the ETL may bethe compound according to an embodiment or any material that can stablytransport electrons injected from an electron-injecting electrode(cathode). Exemplary of materials for forming the ETL include quinolinederivatives, such as tris(8-quinolinorate)aluminum (Alq₃), TAZ, BAlq,beryllium bis(benzoquinolin-10-olate) (Bebq₂),9,10-di(naphthalene-2-yl)anthracene (ADN), Compound 201, and Compound202:

A thickness of the ETL may be from about 100 Å to about 1,000 ÅÅ and insome embodiments, may be from about 150 Å to about 500 Å. Maintainingthe thickness of the ETL within these ranges may help provide the ETLwith satisfactory electron-transporting ability without a substantialincrease in driving voltage.

In some embodiments, the ETL may further include a metal-containingmaterial in addition to an electron-transporting organic compound.

The metal-containing material may include a Li complex. Examples of theLi complex are lithium quinolate (LiQ) and Compound 203 below:

Also, the EIL, which has a function of facilitating an injection ofelectrons from the cathode, may be layered on the ETL. Any suitableelectron-injecting material may be used to form the EIL.

EIL-forming materials such as, for example, LiF, NaCl, CsF, Li₂O, andBaO may be used. The deposition and coating conditions for forming theEIL may be similar to those for the formation of the HIL, though thedeposition and coating conditions may vary according to the compoundthat is used to form the EIL.

A thickness of the EIL may be from about 1 Å to about 100 Å, and in someembodiments, may be from about 3 Å to about 90 Å. Maintaining thethickness of the EIL within these ranges may help provide the EIL withsatisfactory electron-injecting ability without a substantial increasein driving voltage.

The second electrode 17 is disposed on the organic layer 15. The secondelectrode 17 may be a cathode, for example, an electron-injectingelectrode, wherein a material for forming the second electrode 17 may bea metal, an alloy, and an electro-conductive compound, which may have alow work function, or a mixture thereof. In this regard, the secondelectrode 17 may be formed of lithium (Li), magnesium (Mg), aluminum(Al), aluminum lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In),or magnesium-silver (Mg—Ag), and may be formed as a thin film typetransmission electrode. In some embodiments, to manufacture atop-emission light-emitting device, the transmission electrode may beformed of indium tin oxide (ITO) or indium zinc oxide (IZO).

When a phosphorescent dopant is used in the EML, a hole-blocking layer(HBL) may be formed between the HTL and EML or the H-functional layerand EML by using, for example, vacuum deposition, spin coating, casting,or LB deposition, in order to prevent diffusion of triplet excitons orholes into the ETL. When the HBL is formed using vacuum deposition orspin coating, the conditions for deposition and coating may be similarto those for the formation of the HIL, although the conditions fordeposition and coating may vary according to the material that is usedto form the HBL. A hole-blocking material may be used. Exemplaryhole-blocking materials include oxadiazole derivatives, triazolederivatives, and phenanthroline derivatives. In some embodiments, BCPshown below may be used as a hole-blocking material:

A thickness of the HBL may be about 20 Å to about 1000 Å, and in someembodiments, may be about 30 Å to about 300 Å. Maintaining the thicknessof the HBL within these ranges may help provide the HBL with improvedhole blocking ability without a substantial increase in driving voltage.

A light-emitting material represented by any one of Formulae 1A to 1Emay have a wide energy gap, and the triplet energy of the light-emittingmaterial may be suitable for phosphorescent light emission. Furthermore,an organic light-emitting device including the light-emitting materialmay show a high efficiency characteristic. The hole-transportingmaterial represented by any one of Formulae 2(1) and 2(2) has astructure in which a second benzene is bonded to a meta position of afirst benzene that is bonded to the carbazole-based ring, based on afirst carbon bonded to the carbazole-based ring (see Formulae 2(1)′ and2(2)′).

Compared to a structure in which the second benzene is bonded to a paraposition of the first benzene that is bonded to the carbazole-basedring, based on the first carbon bonded to the carbazole-based ring, ahole-transporting material represented by any one of Formulae 2(1) and2(2) may have lower highest occupied molecular orbital (HOMO) energylevel (based on the measured value) and slower hole mobility.Accordingly, hole mobility may generally be faster than electronmobility, and a balance between hole mobility and electron mobility maybe achieved in an EML of an organic light-emitting device including acompound represented by any one of Formulae 2(1) and 2(2) in ahole-transporting region between the anode and the EML. Also, thecompound represented by any one of Formulae 2(1) and 2(2) may block theleakage of electrons injected from the second electrode (cathode) fromthe EML to the HTL. Accordingly, including a compound represented by anyone of Formulae 2(1) and 2(2) in the hole-transporting region may helpprovide the organic light-emitting device with high efficiency and along lifespan

An organic light-emitting device including a light-emitting materialrepresented by any one of Formulae 1A to 1E above and ahole-transporting material represented by any one of Formulae 2(1) and2(2) above includes a suitable material for a phosphorescent lightemission as a host to form excitons in the EML, which may show a highefficiency characteristic, and electrons leaked from the EML to the HTLmay be reduced such that most excitons formed in the EML may contributeto light emission. Accordingly, even if the driving voltage of theorganic light-emitting device increases, a decrease in efficiency isrelative small (because a roll-off, i.e., an efficiency decrease at highbrightness levels, does not occur) and the organic light-emitting devicemay exhibit an efficiency versus brightness similar to those of Examples1 to 12 as shown in the graphs of FIGS. 2 and 3.

Accordingly, the organic light-emitting device including thelight-emitting material represented by any one of Formulae 1 and 2 aboveand the hole-transporting material represented by any one of Formulae2(1) and 2(2) may show low driving voltage, high efficiency, and highcolor purity.

In an embodiment, the EML including the light-emitting materialrepresented by any one of Formulae 1 and 2 and the HTL including thehole-transporting material represented by any one of Formulae 2(1) and2(2) may contact each other.

As used herein, specific examples of an unsubstituted C₁-C₆₀ alkyl group(or the C₁-C₆₀ alkyl group) include a linear or a branched C₁-C₆₀ alkylgroup such as methyl, ethyl, propyl, iso-butyl, sec-butyl, pentyl,iso-amyl, and hexyl, and a substituted C₁-C₆₀ alkyl group is theunsubstituted C₁-C₆₀ alkyl group, wherein one or more of hydrogen atomsof the unsubstituted C₁-C₆₀ alkyl group are substituted with deuterium,a halogen atom, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, hydrazine, hydrazone, a carboxyl acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₁-C₆₀ fluoroalkylgroup, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxygroup, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, —N(Q₁₁)(Q₁₂), and —Si(Q₁₃)(Q₁₄)(Q₁₅) (wherein, Q₁₁ toQ₁₅ are each independently selected from the group consisting ofhydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group).

As used herein, an unsubstituted C₁-C₆₀ alkoxy group (or the C₁-C₆₀alkoxy group) has a formula of —OA (wherein, A is the unsubstitutedC₁-C₆₀ alkyl group as described above), and specific examples of theunsubstituted C₁-C₆₀ alkoxy group include methoxy, ethoxy, andisopropyloxy, and at least one hydrogen atom of the alkoxy groups may besubstituted with the substituents described above in conjunction withthe substituted C₁-C₆₀ alkyl group.

As used herein, an unsubstituted C₂-C₆₀ alkenyl group (or the C₂-C₆₀alkenyl group) is a hydrocarbon chain having a carbon-carbon double bondin the center or at a terminal of the unsubstituted C₂-C₆₀ alkyl group.Examples of the unsubstituted C₂-C₆₀ alkenyl group are ethenyl,propenyl, and butenyl. At least one hydrogen atom in the unsubstitutedC₂-C₆₀ alkenyl group may be substituted with the substituents describedabove in conjunction with the substituted C₁-C₆₀ alkyl group.

As used herein, an unsubstituted C₂-C₆₀ alkynyl group (or a C₂-C₆₀alkynyl group) is a C₂-C₆₀ alkyl group having at least one carbon-carbontriple bond in the center or at a terminal thereof. Examples of theunsubstituted C₂-C₆₀ alkynyl group are an ethynyl group and a propynylgroup. At least one hydrogen atom in the unsubstituted C₂-C₆₀ alkynylgroup may be substituted with those substituents described above inconjunction with the substituted C₁-C₆₀ alkyl group.

As used herein, an unsubstituted C₆-C₆₀ aryl group is a monovalent grouphaving a carbocyclic aromatic system having 6 to 60 carbon atomsincluding at least one aromatic ring, and an unsubstituted C₆-C₆₀arylene group is a divalent group having a carbocyclic aromatic systemhaving 6 to 60 carbon atoms including at least one aromatic ring. Whenthe unsubstituted C₆-C₆₀ aryl group and the unsubstituted C₆-C₆₀ arylenegroup include at least two rings, two or more rings may be fused to eachother. At least one hydrogen atom of the unsubstituted C₆-C₆₀ aryl groupand the unsubstituted C₆-C₆₀ arylene group may be substituted with thosesubstituents described above in conjunction with the substituted C₁-C₆₀alkyl group.

Examples of a substituted or unsubstituted C₆-C₆₀ aryl group include aphenyl group, a C₁-C₁₀ alkyl phenyl group (for example, an ethyl phenylgroup), a C₁-C₁₀ alkyl biphenyl group (for example, an ethyl biphenylgroup), a halophenyl group (for example, an o-, m-, and p-fluorophenylgroup and a dichlorophenyl group), a dicyanophenyl group, atrifluoromethoxy phenyl group, an o-, m-, and p-tolyl group, an o-, m-,and p-cumenyl group, a mesityl group, a phenoxy phenyl group, an(α,α-dimethyl benzene)phenyl group, an (N,N′-dimethyl)aminophenyl group,an (N,N′-diphenyl)aminophenyl group, a pentalenyl group, an indenylgroup, a naphthyl group, a halonaphthyl group (for example, afluoronaphthyl group), a C₁-C₁₀ alkyl naphthyl group (for example, amethyl naphthyl group), a C₁-C₁₀ alkoxy naphthyl group (for example, amethoxy naphthyl group), an anthracenyl group, an azulenyl group, anacenaphthylenyl group, a phenalenyl group, a fluorenyl group, ananthraquinolyl group, a methyl anthryl group, a phenanthryl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, anethyl-chrysenyl group, a picenyl group, a perylenyl group, achloroperylenyl group, a pentaphenyl group, a pentacenyl group, atetraphenylenyl group, a hexaphenyl group, a hexacenyl group, arubicenyl group, a coroneryl group, a trinaphthylenyl group, aheptaphenyl group, a heptacenyl group, a pyranthrenyl group, an ovalenylgroup, and a spiro-fluorenyl group, and examples of the substitutedC₆-C₆₀ aryl group may be inferred based on the examples of theunsubstituted C₆-C₆₀ aryl group and the substituents described above inconjunction with the substituted C₁-C₆₀ alkyl group. Examples of thesubstituted or unsubstituted C₆-C₆₀ arylene group may be inferred basedon the examples of the substituted or unsubstituted C₆-C₆₀ aryl group.

As used herein, an unsubstituted C₂-C₆₀ heteroaryl group is a monovalentgroup having a system formed of at least one aromatic ring that includesat least one heteroatom selected from N, O, P, and S as ring-formingatoms and carbon atoms as other ring atoms, and an unsubstituted C₂-C₆₀heteroarylene group is a divalent group having a system formed of atleast one aromatic ring that includes at least one heteroatom selectedfrom N, O, P, and S as ring-forming atoms and carbon atoms as other ringatoms. Here, when the unsubstituted C₂-C₆₀ heteroaryl group and theunsubstituted C₂-C₆₀ heteroarylene group include two or more rings, thetwo or more rings may be fused to each other. At least one hydrogen atomof the unsubstituted C₂-C₆₀ heteroaryl group and the unsubstitutedC₂-C₆₀ heteroarylene group may be substituted with those substituentsdescribed above in conjunction with the substituted C₁-C₆₀ alkyl group.

Examples of the unsubstituted C₂-C₆₀ heteroaryl group include apyrazolyl group, an imidazolyl group, an oxazolyl group, a thiazolylgroup, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, apyridinyl group, a pyridazinyl group, a pyrimidinyl group, a triazinylgroup, a carbazolyl group, an indolyl group, a quinolinyl group, anisoquinolinyl group, a benzoimidazolyl group, an imidazopyridinyl group,an imidazopyrimidinyl group, a furanyl group, a thiophenyl group, abenzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, anda dibenzothiophenyl group. Examples of the unsubstituted C₂-C₆₀heteroarylene group may be inferred based on the examples of asubstituted or unsubstituted C₂-C₆₀ arylene group.

A substituted or unsubstituted C₆-C₆₀ aryloxy group represents —OA₂(where, A₂ is a substituted or unsubstituted C₆-C₆₀ aryl group), and asubstituted or unsubstituted C₆-C₆₀ arylthio group represents —SA₃(where, A₃ is a substituted or unsubstituted C₆-C₆₀ aryl group).

The following Examples and Comparative Examples are provided in order tohighlight characteristics of one or more embodiments, but it will beunderstood that the Examples and Comparative Examples are not to beconstrued as limiting the scope of the embodiments, nor are theComparative Examples to be construed as being outside the scope of theembodiments. Further, it will be understood that the embodiments are notlimited to the particular details described in the Examples andComparative Examples.

EXAMPLES Example 1

As a substrate and an anode, a ITO (7 nm)/Ag (100 nm)/ITO (7 nm) glasssubstrate was cut into a size of 50 mm×50 mm×0.7 mm, and thenultrasonically washed using isopropyl alcohol and ultrapure water for 5minutes, followed by irradiation of UV and exposure to ozone forcleaning for about 30 minutes. The glass substrate was then loaded ontoa vacuum deposition device.

On an ITO layer, which is an anode, Compound B below was vacuumdeposited to form an HIL having a thickness of 1200 Å, and Compound 6-12was deposited on the HIL having a thickness of 350 Å to form an HTL.Compound 226 (host) and Compound D(1) (dopant) below were vacuumdeposited in a weight ratio of 10:1 to form an EML having a thickness of400 Å.

Then, Compound 201 and LiQ were vacuum deposited on the EML in a weightratio of 1:1 to form an ETL having a thickness of 360 Å, then LiQ wasdeposited on the ETL to form an EIL having a thickness of 5 Å, and thenMg—Al was deposited on the EIL to form a second electrode (cathode)having a thickness of 130 Å to manufacture an organic light-emittingdevice.

Example 2

An organic light-emitting device was manufactured in the same manner asin Example 1 above, except for using Compound 6-132 instead of Compound6-12 when forming an HTL, and using Compound 119 instead of Compound 226when forming an EML.

Example 3

An organic light-emitting device was manufactured in the same manner asin Example 1 above, except for using Compound 6-84 instead of Compound6-12 when forming an HTL, and using Compound 103 instead of Compound 226when forming an EML.

Example 4

An organic light-emitting device was manufactured in the same manner asin Example 1 above, except for using Compound 6-36 instead of Compound6-12 when forming an HTL, and using Compound 112 instead of Compound 226when forming an EML.

Example 5

An organic light-emitting device was manufactured in the same manner asin Example 1 above, except for using Compound 6-4 instead of Compound6-12 when forming an HTL, and using Compound 110 instead of Compound 226when forming an EML.

Example 6

An organic light-emitting device was manufactured in the same manner asin Example 1 above, except for using Compound 6-10 instead of Compound6-12 when forming an HTL, and using Compound 221 instead of Compound 226when forming an EML.

Example 7

The same substrate as in Example 1 was used and the Compound B wasdeposited on the ITO layer, which is an anode, to form an HIL having athickness of 1200 Å, and then Compound 6-12 was deposited on the HILhaving a thickness of 750 Å to form an HTL.

Compound 222 (host) and Compound D(2)(dopant) below were vacuumdeposited on the HTL in a weight ratio of 10:0.02 to form an EML havinga thickness of 400 Å.

Then, Compound 201 and LiQ were vacuum deposited on the EML in a weightratio of 1:1 to form an ETL having a thickness of 360 Å, then LiQ wasdeposited on the ETL to form an EIL having a thickness of 5 Å, and thenMg—Al was deposited on the EIL to form a second electrode (cathode)having a thickness of 130 Å, thereby manufacturing an organiclight-emitting device.

Example 8

An organic light-emitting device was manufactured in the same manner asin Example 7 above, except for using Compound 6-132 instead of Compound6-12 when forming an HTL, and using Compound 214 instead of Compound 222when forming an EML.

Example 9

An organic light-emitting device was manufactured in the same manner asin Example 7 above, except for using Compound 6-84 instead of Compound6-12 when forming an HTL, and using Compound 235 instead of Compound 222when forming an EML.

Example 10

An organic light-emitting device was manufactured in the same manner asin Example 7 above, except for using Compound 6-36 instead of Compound6-12 when forming an HTL, and using Compound 218 instead of Compound 222when forming an EML.

Example 11

An organic light-emitting device was manufactured in the same manner asin Example 7 above, except for using Compound 6-4 instead of Compound6-12 when forming an HTL, and using Compound 234 instead of Compound 222when forming an EML.

Example 12

An organic light-emitting device was manufactured in the same manner asin Example 7 above, except for using Compound 6-10 instead of Compound6-12 when forming an HTL, and using Compound 236 instead of Compound 222when forming an EML.

Comparative Example 1

An organic light-emitting device was manufactured in the same manner asin Example 1, except for using Compound A instead of Compound 6-12 whenforming an HTL.

Comparative Example 2

An organic light-emitting device was manufactured in the same manner asin Example 1, except for using Compound B instead of Compound 6-12 whenforming an HTL.

Comparative Example 3

An organic light-emitting device was manufactured in the same manner asin Example 7, except for using Compound A instead of Compound 6-12 whenforming an HTL.

Comparative Example 4

An organic light-emitting device was manufactured in the same manner asin Example 7, except for using Compound B instead of Compound 6-12 whenforming an HTL.

Evaluation Example

Driving voltage, current density, efficiency, and color purity of theorganic light-emitting devices of Examples 1 to 12 and ComparativeExamples 1 to 4 were evaluated by supplying power from a voltage andcurrent meter (Kethley SMU 236) and using a luminance meter (PR650Spectroscan Source Measurement Unit, available from PhotoResearch). Theorganic light-emitting devices of Examples 1 to 6 and ComparativeExamples 1 and 2 were evaluated at 9000 cd/m², and the organiclight-emitting devices of Examples 7 to 12 and Comparative Examples 3and 4 were evaluated at 3000 cd/m². The results are shown in Table 1below.

TABLE 1 Current Driving density voltage (mA/ Efficiency Power Colorcoordinates (V) cm²) (cd/A) (lm/W) CIE_x CIE_y Example 1 3.8 10.1 89.374.2 0.282 0.686 Example 2 4.3 10.3 87.6 63.9 0.272 0.698 Example 3 3.79.5 94.8 80.6 0.263 0.704 Example 4 4.3 10.4 86.9 63.6 0.230 0.724Example 5 4.1 10.4 86.9 65.9 0.256 0.711 Example 6 3.9 10.4 86.7 70.00.276 0.693 Example 7 4.6 7.4 40.4 27.5 0.659 0.338 Example 8 4.7 7.043.0 29.1 0.656 0.343 Example 9 4.8 7.2 42.0 27.2 0.652 0.347 Example 104.7 7.1 42.4 28.2 0.651 0.347 Example 11 4.7 7.5 40.2 26.6 0.656 0.342Example 12 4.7 7.6 39.7 26.6 0.653 0.346 Comparative 3.8 14.4 62.4 51.70.233 0.732 Example 1 Comparative 3.6 13.7 65.6 57.2 0.245 0.713 Example2 Comparative 4.5 9.7 30.9 21.5 0.662 0.337 Example 3 Comparative 4.49.5 31.6 22.4 0.652 0.346 Example 4

Referring to Table 1 above, the organic light-emitting devices ofExamples 1 to 12 have higher efficiency and excellent color puritycharacteristics than the organic light-emitting devices of ComparativeExamples 1 to 4. Graphs of efficiency versus brightness for the organiclight-emitting devices of Examples 1 to 12 and Comparative Examples 1 to4 are shown in FIGS. 2 and 3.

By way of summation and review, an OLED may have a structure includingan anode, a hole-transporting layer (HTL), an emission layer (EML), anelectron-transporting layer (ETL), and a cathode, which may besequentially stacked on a substrate. The HTL, the EML, and the ETL areorganic thin films formed of organic compounds.

An operating principle of an OLED having the above-described structuremay be described as follows. When a voltage is applied between the anodeand the cathode, holes injected from the anode may move to the EML viathe HTL, and electrons injected from the cathode may move to the EML viathe ETL. Carriers such as the holes and the electrons may recombine inthe EML to generate excitons. When the excitons drop from an excitedstate to a ground state, light may be emitted.

Provided is an organic light-emitting device including the presentlydisclosed light-emitting material in an emission layer, and thepresently disclosed hole-transporting material in a hole-transportingregion. The organic light-emitting device may have low driving voltage,high efficiency, high color purity, and a long lifespan.

Example embodiments have been disclosed herein, and although specificterms are employed, they are used and are to be interpreted in a genericand descriptive sense only and not for purpose of limitation. In someinstances, as would be apparent to one of skill in the art as of thefiling of the present application, features, characteristics, and/orelements described in connection with a particular embodiment may beused singly or in combination with features, characteristics, and/orelements described in connection with other embodiments unless otherwisespecifically indicated. Accordingly, it will be understood by those ofskill in the art that various changes in form and details may be madewithout departing from the spirit and scope of the present invention asset forth in the following claims.

What is claimed is:
 1. An organic light-emitting device, comprising: afirst electrode; a second electrode disposed opposite to the firstelectrode; an emission layer disposed between the first electrode andthe second electrode, the emission layer including at least onelight-emitting material represented by any one of Formulae 1A to 1E:

wherein, in Formulae 1A to 1E, ring A and ring B are each independentlyselected from i) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromaticring; and ii) a C₆-C₂₀ aromatic ring and a C₂-C₂₀ heteroaromatic ringeach substituted with at least one selected from deuterium, a halogenatom, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀ heteroarylgroup, and —N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are each independently aC₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or a C₂-C₆₀ heteroaryl group);C₁ to C₄ each independently represent carbon atoms forming the ring A orthe ring B; X₁ is CR₁ or N; X₂ is CR₂ or N; R₁ and R₂ are eachindependently selected from hydrogen, deuterium, a halogen atom, aC₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀ heteroaryl group, and—N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are each independently a C₁-C₆₀ alkylgroup, a C₆-C₆₀ aryl group, or a C₂-C₆₀ heteroaryl group), wherein R₁and R₂ may connect to each other to selectively form a C₆-C₂₀ saturatedring or a C₆-C₂₀ unsaturated ring; Y₁ is N-(L₁)_(n1)-Ar₁₁; Y₂ isN-(L₂)_(n2)-Ar₁₂, O, S, C(R₃₁)(R₃₂), or Si(R₃₃)(R₃₄); L₁ and L₂ are eachindependently selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₆-C₆₀ arylenegroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylene group,a substituted or unsubstituted C₂-C₁₀ heterocycloalkenylene group, and asubstituted or unsubstituted C₂-C₆₀ heteroarylene group; n1 and n2 areeach independently an integer of 0 to 3; Ar₁₁ and Ar₁₂ are eachindependently selected from i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup; and ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each substituted withat least one selected from deuterium, a halogen atom, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group,hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; R₃₁ to R₃₄ areeach independently selected from i) a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group; ii) aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group each substituted with at least one selected fromdeuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; iii) aC₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group; and iv) a C₃-C₁₀ cycloalkyl group,a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup each substituted with at least selected from deuterium, a halogenatom, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, hydrazine, hydrazone, a carboxyl acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; and ahole-transporting region disposed between the first electrode and theemission layer, the hole-transporting region including at least onehole-transporting material represented by Formula 2(2):

wherein, in Formula 2(2), X₁₁ is CR₁₁ or N; X₁₂ is CR₁₂ or N; X₁₃ isCR₁₃ or N; X₁₄ is CR₁₄ or N; X₁₅ is CR₁₅ or N; X₁₆ is CR₁₆ or N; X₁₇ isCR₁₇ or N; X₁₈ is CR₁₈ or N; X₁₉ is CR₁₉ or N; X₂₀ is CR₂₀ or N; X₂₁ isCR₂₁ or N; X₂₂ is CR₂₂ or N; X₂₃ is CR₂₃ or N; X₂₄ is CR₂₄ or N; Z₃, Z₄,and R₁₁ to R₂₄ are each independently selected from i) hydrogen,deuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkylgroup, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀alkoxy group; ii) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀alkynyl group, and a C₁-C₆₀ alkoxy group each substituted with at leastone selected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀heteroaryl group; iii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup; iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, aC₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀aryl group, and a C₂-C₆₀ heteroaryl group each substituted with at leastone selected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; and v)—N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇) (wherein, Q₁₁ to Q₁₇are each independently a C₁-C₆₀ alkyl group, a C₁-C₆₀ alkoxy group, aC₆-C₆₀ aryl group, or a C₂-C₆₀ heteroaryl group); provided that Z₃ isnot an amino group, an amidino group, or —N(Q₁₁)(Q₁₂), Ar₁₃ and Ar₁₄ areeach independently selected from i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup; and ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each substituted withat least one selected from deuterium, a halogen atom, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group,hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; Z₁ and Z₂ are eachindependently selected from i) a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group; ii) a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group and a C₁-C₆₀alkoxy group each substituted with at least one selected from deuterium,a halogen atom, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, hydrazine, hydrazone, a carboxyl acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; iii) a C₃-C₁₀cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, and aC₂-C₆₀ heteroaryl group; and iv) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup each substituted with at least one selected from deuterium, ahalogen atom, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, hydrazine, hydrazone, a carboxyl acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group;and p and q are each independently an integer of 1 to 4, and whereinemission layer is a green phosphorescent emission layer or a redphosphorescent emission layer.
 2. The organic light-emitting device asclaimed in claim 1, wherein the ring A and the ring B are eachindependently selected from i) a C₆-C₂₀ aromatic ring and a C₂-C₂₀heteroaromatic ring; and ii) a C₆-C₂₀ aromatic ring and a C₂-C₂₀heteroaromatic ring each substituted with at least one selected fromdeuterium, a halogen atom, a C₁-C₁₀ alkyl group, a C₆-C₂₀ aryl group, aC₂-C₂₀ heteroaryl group, and —N(Q₁)(Q₂) (wherein, Q₁ and Q₂ are eachindependently a C₆-C₁₀ aryl group).
 3. The organic light-emitting deviceas claimed in claim 1, wherein the ring A and the ring B are eachindependently selected from i) benzene, naphthalene, anthracene,pyridine, pyrimidine, pyrazine, quinoline, and isoquinoline; and ii)benzene, naphthalene, anthracene, pyridine, pyrimidine, pyrazine,quinoline, and isoquinoline each substituted with at least one selectedfrom deuterium, a methyl group, an ethyl group, a t-butyl group, anoctyl group, a phenyl group, a naphthyl group, a pyridyl group, apyrimidyl group, and —N(Ph)₂.
 4. The organic light-emitting device asclaimed in claim 1, wherein at least one of n1 and n2 is nonzero, and L₁and L₂ are each independently selected from i) a phenylene group, apyridylene group, a pyrimidylene group, a triazinylene group, and aquinazolinylene group; ii) a phenylene group, a pyridylene group, apyrimidylene group, a triazinylene group, and a quinazolinylene groupeach substituted with at least one selected from a phenyl group, anaphthyl group, and a pyridyl group; iii) a phenylene group, apyridylene group, a pyrimidylene group, a triazinylene group, and aquinazolinylene group each substituted with at least one selected fromdeuterium, a methyl group, an ethyl group, an n-octyl group, a methoxygroup, an ethoxy group, a phenyl group, a naphthyl group, a pyridylgroup, and a carbazole group.
 5. The organic light-emitting device asclaimed in claim 1, wherein Ar₁₁ and Ar₁₂ are each independentlyselected from i) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group; andii) a C₆-C₆₀ aryl group and a C₂-C₆₀ heteroaryl group each substitutedwith at least one selected from a C₁-C₆₀ alkyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group.
 6. The organic light-emittingdevice as claimed in claim 1, wherein Ar₁₁ and Ar₁₂ are eachindependently a compound represented by any one of Formulae H1 to H81:

wherein, in Formulae H1 to H81, * is a bonding site to N, L₁, or L₂. 7.The organic light-emitting device as claimed in claim 1, wherein: L₁ andL₂ are each independently selected from i) a phenylene group, apyridylene group, a pyrimidylene group, a triazinylene group, and aquinazolinylene group; ii) a phenylene group, a pyridylene group, apyrimidylene group, a triazinylene group, and a quinazolinylene groupeach substituted with at least one selected from a phenyl group, anaphthyl group, and a pyridyl group; and iii) a phenylene group, apyridylene group, a pyrimidylene group, a triazinylene group, and aquinazolinylene group each substituted with at least one selected fromdeuterium, a methyl group, an ethyl group, an n-octyl group, a methoxygroup, an ethoxy group, a phenyl group, a naphthyl group, a pyridylgroup, and a carbazole group; n1 and n2 are each independently aninteger of 0 or 1; Ar₁₁ and Ar₁₂ are each independently a compoundrepresented by any one of Formulae H1, H3, H4, H6, H12, and H77 to H80:


8. The organic light-emitting device as claimed in claim 1, wherein thelight-emitting material is represented by any one of Formulae 1-1 to1-28:

wherein, in Formulae 1-1 to 1-28, Y₁ is N-(L₁)_(n1)-Ar₁₁; Y₂ isN-(L₂)_(n2)-Ar₁₂, O, S, C(R₃₁)(R₃₂), or Si(R₃₃)(R₃₄); L₁ and L₂ are eachindependently selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₆-C₆₀ arylenegroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylene group,a substituted or unsubstituted C₂-C₁₀ heterocycloalkenylene group, and asubstituted or unsubstituted C₂-C₆₀ heteroarylene group; n1 and n2 areeach independently an integer of 0 to 3; Ar₁₁ and Ar₁₂ are eachindependently selected from i) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup; and ii) a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group each substituted withat least one selected from deuterium, a halogen atom, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group,hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; R₃₁ to R₃₄ areeach independently selected from i) a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group; ii) aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group each substituted with at least one selected fromdeuterium, a halogen atom, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, hydrazine, hydrazone, acarboxyl acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₃-C₁₀ heterocycloalkenyl group, a C₀-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group; iii) aC₃-C₁₀ cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, and a C₂-C₆₀ heteroaryl group; and iv) a C₃-C₁₀ cycloalkyl group,a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, and a C₂-C₆₀ heteroarylgroup each substituted with at least one selected from deuterium, ahalogen atom, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, hydrazine, hydrazone, a carboxyl acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₃-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, and a C₂-C₆₀ heteroaryl group.9. The organic light-emitting device as claimed in claim 1, wherein thelight-emitting material is represented by any one of Compounds 100 to236:


10. The organic light-emitting device as claimed in claim 1, wherein X₁₁is C(R₁₁), X₁₂ is C(R₁₂), X₁₃ is C(R₁₃), X₁₄ is C(R₁₄), X₁₅ is C(R₁₅),X₁₆ is C(R₁₆), X₁₇ is C(R₁₇), X₁₈ is C(R₁₈), X₁₉ is C(R₁₉), X₂₀ isC(R₂₀), X₂₁ is C(R₂₁), X₂₂ is C(R₂₂), X₂₃ is C(R₂₃), and X₂₄ is C(R₂₄).11. The organic light-emitting device as claimed in claim 1, whereinAr₁₃ and Ar₁₄ are each independently selected from i) a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group; and ii)a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a phenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group eachsubstituted with at least one selected from deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group.
 12. Theorganic light-emitting device as claimed in claim 1, wherein Ar₁₃ andAr₁₄ are each independently represented by any one of Formulae 3-1 to3-20:

wherein, in Formulae 3-1 to 3-20, * represents a bonding site to N ofFormula 2(2).
 13. The organic light-emitting device as claimed in claim1, wherein Z₁ and Z₂ are each independently selected from i) a C₁-C₂₀alkyl group; ii) a C₁-C₂₀ alkyl group substituted with at least oneselected from deuterium, a halogen atom, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, hydrazine,hydrazone, a carboxyl acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phosphoric acid group or a salt thereof, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a phenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group; iii) aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a phenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group; and iv)a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a phenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group eachsubstituted with at least one selected from deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, aphenanthrenyl group, an anthryl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, a quinolinyl group, abenzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinylene group, a carbazolyl group, and a triazinyl group.
 14. Theorganic light-emitting device as claimed in claim 1, wherein Z₁ and Z₂are each independently selected from a methyl group, an ethyl group, apropyl group, a butyl group, a pentyl group, a hexyl group, a heptylgroup, and a compound represented by any one of Formulae 3-1 to 3-20:

wherein, in Formulae 3-1 to 3-20, * represents a carbon atom of afluorene ring in Formula 2(2).
 15. The organic light-emitting device asclaimed in claim 1, wherein Z₃, Z₄, and R₁₁ to R₂₄ are eachindependently selected from hydrogen, deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, and a C₁-C₂₀ alkyl group, provided that Z₃ is not an aminogroup or an amidino group.
 16. The organic light-emitting device asclaimed in claim 1, wherein Z₃, Z₄, and R₁₁ to R₂₄ are eachindependently selected from hydrogen, deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a methyl group, an ethyl group, a propyl group, a butyl group,a pentyl group, a hexyl group, a heptyl group, and a compoundrepresented by any one of Formulae 3-1 to 3-20, provided that Z₃ is notan amino group or an amidino group:


17. The organic light-emitting device as claimed in claim 1, wherein thehole-transporting material is represented by Formula 2b:

wherein, in Formula 2b, Ar₁₃ and Ar₁₄ are each independently representedby any one of Formulae 3-1 to 3-20:

Z₁ and Z₂ are each independently represented by any one of a C₁-C₂₀alkyl group and Formulae 3-1 to 3-20; Z₃, Z₄, and R₁₁ to R₂₄ are eachindependently selected from hydrogen, deuterium, a halogen atom, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, hydrazine, hydrazone, a carboxyl acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, and compounds represented by any one ofFormulae 3-1 to 3-20, provided that Z3 is not an amino group or anamidino group; and p and q are each independently an integer of 1 to 4.18. The organic light-emitting device as claimed in claim 1, wherein thehole-transporting material is represented by any one of Compounds 6-73to 6-144: